Hillsborough County Vacations & Trips from ￥178,158

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Top destinations in Hillsborough County

Tampa Bay featuring night scenes, a river or creek and skyline
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The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was ￥286,766, price is now ￥178,158 per person
￥178,158
per person
Mar 5 - Mar 11
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.2/10 Very Good! (5,482 reviews)
Room was clean staff waa pleasant

Reviewed on Dec 27, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was ￥453,166, price is now ￥261,728 per person
￥261,728
per person
Feb 11 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
Exceeded my expectations

Reviewed on Dec 21, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
Price was ￥385,301, price is now ￥234,304 per person
￥234,304
per person
Mar 5 - Mar 11
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Me and my family had a wonderful time and and there was so much to do in the resort and out. However the only gripe was the fact that the cottages stay at 75 degrees and cannot be lowered which makes for hot nights when you sleep.

Reviewed on Dec 27, 2025

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
Save 100% on your flight
Price was ￥363,230, price is now ￥223,128 per person
￥223,128
per person
Feb 11 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.4/10 Exceptional! (1,777 reviews)
This place and my stay were EXCEPTIONAL! From the amenities to the staff and service. The ENTIRE staff from the front desk to rooms service and maintenance were so friendly and warm. The rooms were exceptionally clean and spacious... and it had a washer/dryer in it which made it perfect for washing dirty clothes especially if you're on an extended stay and/or drying wet clothes from being in the pool and such. I have zero complaints! Not to mention the rates are very reasonable! You get a luxurious stay without breaking the bank! The breakfast was amazing, the staff was VERY helpful, and the rooms were top notch! I really can't believe my stay cost less than $100 for a night based on the value of the experience we got. My girls are already asking to come back. The location is perfect; the premises are stunning. This review is your confirmation to go ahead and book your stay here. We will DEFINITELY be back! It was just a really great experience overall.

Reviewed on Dec 27, 2025

Silver Lake Resort

Silver Lake Resort

3.5 out of 5
Price was ￥283,548, price is now ￥193,310 per person
￥193,310
per person
Feb 11 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
8.4/10 Very Good! (1,226 reviews)
Clean, comfortable, and spacious villa. It was perfect to travel with another family because we each had our separate rooms and could share common areas like kitchen, dining, and living rooms.

Reviewed on Dec 22, 2025

Hillsborough County Hotel Deals

Hotel Alba, Tapestry Collection by Hilton

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
5303 W Kennedy Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥24,265 per night from Jan 2 to Jan 3
￥24,265
￥27,541 total
Jan 2 - Jan 3, 2026
includes taxes & fees
8.6/10 Excellent! (2,462 reviews)
Clean room and centrally located. Friendly staff

Reviewed on Dec 23, 2025

Hotel Alba, Tapestry Collection by Hilton
Ramada by Wyndham Tampa Westshore Airport South

Ramada by Wyndham Tampa Westshore Airport South

3 out of 5
1200 N Westshore Blvd Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥12,150 per night from Jan 1 to Jan 2
￥12,150
￥13,791 total
Jan 1 - Jan 2, 2026
includes taxes & fees
6.2/10 (3,721 reviews)
The room we had was big (2 queen beds but lots of floor space)!

Reviewed on Dec 23, 2025

Ramada by Wyndham Tampa Westshore Airport South
Hilton Tampa Airport Westshore

Hilton Tampa Airport Westshore

4 out of 5
2225 N Lois Ave Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥22,546 per night from Dec 28 to Dec 29
￥22,546
￥25,590 total
Dec 28 - Dec 29
includes taxes & fees
8.4/10 Very Good! (1,103 reviews)
Great

Reviewed on Dec 24, 2025

Hilton Tampa Airport Westshore
See all 4,363 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥178,158. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.